Phosphoric Acid → HCID 117737666, compound

HRID 1518982Notes

Reaction equation

HRID 1518982 reaction equation
[C:1]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[P:28](=[O:32])([OH:31])([OH:30])[OH:29]>CC(C)=O>[P:28]([OH:32])([OH:31])([OH:30])=[O:29].[C:1]([CH:5]1[CH2:6][CH2:7][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 71655815N-[(1S)-1-[4-[[4-(1,1-Dimethylethyl)-1-piperidinyl]methyl]phenyl]-2,2,2-trifluoroethyl]methanesulfonamide

Product 1

HCID 117737666HCID 117737666, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

Add a 40 mg/mL solution of N-[(1S)-1-{4-[(4-tert-butylpiperidin-1-yl)methyl]phenyl}-2,2,2-trifluoroethyl]methanesulfonamide (0.25 mL) in acetone to a Freeslate CM3 Crystallizer master slurry plate. Dry under nitrogen. Seal Master plate and run on Freeslate CM3 Crystallizer using the Symyx 8.0.3.351 workflow (Add 0.25M phosphoric acid (1.2 mmol), tumble-stir for 90 minutes at 55° C. Filter the mixture and add 2-propanol (800 uL). Evaporate under nitrogen at ambient temperature to give crystals of N-[(1S)-1-{4-[(4-tert-butylpiperidin-1-yl)methyl]phenyl}-2,2,2-trifluoroethyl]methanesulfonamide phosphate.

Workup

  1. customDry under nitrogen
  2. filtrationFilter the mixture
  3. additionadd 2-propanol (800 uL)
  4. customEvaporate under nitrogen at ambient temperature

Sources & evidence

ORD record
ord-eab6a36f355f45c4a79026973aa48856
Source dataset
uspto-grants-2015_07
Patent number
US09073856B2

Reaction notes

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